HOME HELP FEEDBACK SUBSCRIPTIONS ARCHIVE SEARCH TABLE OF CONTENTS		QUICK SEARCH:   [advanced] Author: Keyword(s): Year:  Vol:  Page:

This Article Full Text Full Text (PDF) Alert me when this article is cited Alert me if a correction is posted Citation Map Services Email this article to a friend Similar articles in this journal Similar articles in PubMed Alert me to new issues of the journal Download to citation manager Citing Articles Citing Articles via HighWire Citing Articles via Google Scholar Google Scholar Articles by Hill, R. E. Articles by Spenser, I. D. Search for Related Content PubMed PubMed Citation Articles by Hill, R. E. Articles by Spenser, I. D. Social Bookmarking                      What's this?

Volume 271, Number 48, Issue of November 29, 1996 pp. 30426-30435
©1996 by The American Society for Biochemistry and Molecular Biology, Inc.

---

The Biogenetic Anatomy of Vitamin B₆
A ¹³C NMR INVESTIGATION OF THE BIOSYNTHESIS OF PYRIDOXOL IN ESCHERICHIA COLI

(Received for publication, June 28, 1996, and in revised form, September 9, 1996)

Robert E. Hill , Klaus Himmeldirk ^§ , Isaac A. Kennedy ^§ , Richard M. Pauloski ^§ , Brian G. Sayer ^§ , Eckardt Wolf ^§ and Ian D. Spenser ^§

From the Departments of ^§ Chemistry and  Pathology, McMaster University, Hamilton, Ontario L8S 4M1, Canada

It is shown by incorporation experiments with ¹³C bond-labeled substrates, followed by analysis by means of ¹³C NMR spectroscopy, that two compounds, 1-deoxy-D-xylulose () and 4-hydroxy-L-threonine (), serve as precursors of pyridoxol (vitamin B₆) () in Escherichia coli. Together, these two compounds account for the entire C₈N skeleton of the vitamin. 1-Deoxy-D-xylulose supplies the intact C₅ unit, C-2,2,3,4,4 of pyridoxol. 4-Hydroxy-L-threonine undergoes decarboxylation in supplying the intact C₃N unit, N-1,C-6,5,5. Both precursors are ultimately derived from glucose. The C₅ unit of pyridoxol that is derived from 1-deoxy-D-xylulose originates by union of a triose phosphate (yielding C-3,4,4) with pyruvic acid (which decarboxylates to yield C-2,2). D-Erythroate () enters the C₃ unit, C-6,5,5, and is therefore an intermediate on the route from glucose into 4-hydroxy-L-threonine.

CiteULike    Complore    Connotea    Del.icio.us    Digg    Reddit    Technorati    What's this?

This article has been cited by other articles:

				J. P. Craig, S. Bekal, M. Hudson, L. Domier, T. Niblack, and K. N. Lambert Analysis of a Horizontally Transferred Pathway Involved in Vitamin B6 Biosynthesis from the Soybean Cyst Nematode Heterodera glycines Mol. Biol. Evol., October 1, 2008; 25(10): 2085 - 2098. [Abstract] [Full Text] [PDF]

				E. Gonzalez, D. Danehower, and M. E. Daub Vitamer Levels, Stress Response, Enzyme Activity, and Gene Regulation of Arabidopsis Lines Mutant in the Pyridoxine/Pyridoxamine 5'-Phosphate Oxidase (PDX3) and the Pyridoxal Kinase (SOS4) Genes Involved in the Vitamin B6 Salvage Pathway Plant Physiology, November 1, 2007; 145(3): 985 - 996. [Abstract] [Full Text] [PDF]

				S. Xiang, G. Usunow, G. Lange, M. Busch, and L. Tong Crystal Structure of 1-Deoxy-D-xylulose 5-Phosphate Synthase, a Crucial Enzyme for Isoprenoids Biosynthesis J. Biol. Chem., January 26, 2007; 282(4): 2676 - 2682. [Abstract] [Full Text] [PDF]

				M. Tazoe, K. Ichikawa, and T. Hoshino Flavin Adenine Dinucleotide-Dependent 4-Phospho-D-Erythronate Dehydrogenase Is Responsible for the 4-Phosphohydroxy-L-Threonine Pathway in Vitamin B6 Biosynthesis in Sinorhizobium meliloti J. Bacteriol., July 1, 2006; 188(13): 4635 - 4645. [Abstract] [Full Text] [PDF]

				M. Tambasco-Studart, O. Titiz, T. Raschle, G. Forster, N. Amrhein, and T. B. Fitzpatrick Vitamin B6 biosynthesis in higher plants PNAS, September 20, 2005; 102(38): 13687 - 13692. [Abstract] [Full Text] [PDF]

				T. Raschle, N. Amrhein, and T. B. Fitzpatrick On the Two Components of Pyridoxal 5'-Phosphate Synthase from Bacillus subtilis J. Biol. Chem., September 16, 2005; 280(37): 32291 - 32300. [Abstract] [Full Text] [PDF]

				C. Wrenger, M.-L. Eschbach, I. B. Muller, D. Warnecke, and R. D. Walter Analysis of the Vitamin B6 Biosynthesis Pathway in the Human Malaria Parasite Plasmodium falciparum J. Biol. Chem., February 18, 2005; 280(7): 5242 - 5248. [Abstract] [Full Text] [PDF]

				M. B. Cassera, F. C. Gozzo, F. L. D'Alexandri, E. F. Merino, H. A. del Portillo, V. J. Peres, I. C. Almeida, M. N. Eberlin, G. Wunderlich, J. Wiesner, et al. The Methylerythritol Phosphate Pathway Is Functionally Active in All Intraerythrocytic Stages of Plasmodium falciparum J. Biol. Chem., December 10, 2004; 279(50): 51749 - 51759. [Abstract] [Full Text] [PDF]

				F. N. Musayev, M. L. Di Salvo, T.-P. Ko, V. Schirch, and M. K. Safo Structure and properties of recombinant human pyridoxine 5'-phosphate oxidase Protein Sci., July 1, 2003; 12(7): 1455 - 1463. [Abstract] [Full Text] [PDF]

				M. Ehrenshaft and M. E. Daub Isolation of PDX2, a Second Novel Gene in the Pyridoxine Biosynthesis Pathway of Eukaryotes, Archaebacteria, and a Subset of Eubacteria J. Bacteriol., June 1, 2001; 183(11): 3383 - 3390. [Abstract] [Full Text]

				J. M. Estévez, A. Cantero, C. Romero, H. Kawaide, L. F. Jiménez, T. Kuzuyama, H. Seto, Y. Kamiya, and P. León Analysis of the Expression of CLA1, a Gene That Encodes the 1-Deoxyxylulose 5-Phosphate Synthase of the 2-C-Methyl-D-Erythritol-4-Phosphate Pathway in Arabidopsis Plant Physiology, September 1, 2000; 124(1): 95 - 104. [Abstract] [Full Text]

				M. Tazoe, K. Ichikawa, and T. Hoshino Biosynthesis of Vitamin B6 in Rhizobium J. Biol. Chem., April 6, 2000; 275(15): 11300 - 11305. [Abstract] [Full Text] [PDF]

				A. H. Osmani, G. S. May, and S. A. Osmani The Extremely Conserved pyroA Gene of Aspergillus nidulans Is Required for Pyridoxine Synthesis and Is Required Indirectly for Resistance to Photosensitizers J. Biol. Chem., August 13, 1999; 274(33): 23565 - 23569. [Abstract] [Full Text] [PDF]

				Y. Yang, G. Zhao, T.-K. Man, and M. E. Winkler Involvement of the gapA- and epd (gapB)-Encoded Dehydrogenases in Pyridoxal 5'-Phosphate Coenzyme Biosynthesis in Escherichia coli K-12 J. Bacteriol., August 15, 1998; 180(16): 4294 - 4299. [Abstract] [Full Text]

				Y. Yang, H.-C. T. Tsui, T.-K. Man, and M. E. Winkler Identification and Function of the pdxY Gene, Which Encodes a Novel Pyridoxal Kinase Involved in the Salvage Pathway of Pyridoxal 5'-Phosphate Biosynthesis in Escherichia coli K-12 J. Bacteriol., April 1, 1998; 180(7): 1814 - 1821. [Abstract] [Full Text]

				L. M. Lois, N. Campos, S. R. Putra, K. Danielsen, M. Rohmer, and A. Boronat Cloning and characterization of a gene from Escherichia coli encoding a transketolase-like enzyme that catalyzes the synthesis of D-1-deoxyxylulose 5-phosphate, a common precursor for isoprenoid, thiamin, and pyridoxol biosynthesis PNAS, March 3, 1998; 95(5): 2105 - 2110. [Abstract] [Full Text] [PDF]

				G. A. Sprenger, U. Schorken, T. Wiegert, S. Grolle, A. A. de Graaf, S. V. Taylor, T. P. Begley, S. Bringer-Meyer, and H. Sahm Identification of a thiamin-dependent synthase in Escherichia coli required for the formation of the 1-deoxy-D-xylulose 5-phosphate precursor to isoprenoids, thiamin, and pyridoxol PNAS, November 25, 1997; 94(24): 12857 - 12862. [Abstract] [Full Text] [PDF]